8.6 / 10 Guest Rating

Winslow's Bungalows - Key West Historic Inns

Name: Winslow's Bungalows - Key West Historic Inns
Address: 725 Truman Avenue, Key West, us
Rating: 8.6

725 Truman Avenue, Key West, us

Winslow's Bungalows - Key West Historic Inns - main view

Winslow's Bungalows - Key West Historic Inns view 3

Winslow's Bungalows - Key West Historic Inns view 4

Winslow's Bungalows - Key West Historic Inns view 5

from US$162 / night

About the Property

Luxurious Amenities:
Winslow's Bungalows offers 3 swimming pools for ultimate relaxation and enjoyment. Free WiFi access throughout the property ensures you stay connected during your stay.

Convenient Location:
Situated just 1 km from the Southernmost Point and 750 meters from Duval Street, Winslow's Bungalows provides easy access to Key West's popular attractions.

Tranquil Surroundings:
Enjoy the serene landscaped gardens and unwind on the sun terrace with lounge chairs. The inn also features hammocks, swings, and 3 outdoor pools for a peaceful retreat.

To experience the luxury and tranquility of Winslow's Bungalows, book your stay now!

Facilities & Amenities

Parking

Non-smoking rooms

Air conditioning

Swimming pool

Terrace

Pets allowed

Luggage storage

Safety deposit box

Tour desk

Facilities for disabled guests

Important Information

Check-in & Out

Check-in

Check-out11:00 AM

Property Notes

Please note that the property is located in a building with no elevator.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. A deposit may be required at the property.

Check Room Availability

Check-in

Check-out

Guests

1 night · 2 adults

Available Rooms

3 rates found

1/4

Double Room

The spacious double room features air conditioning, a private entrance, a balcony with garden views as well as a private bathroom boasting a shower. The unit has 1 bed.

40 m2

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerBathrobeRadio

Room Option

Board / Meal

Price for 1 night

Single Queen

Non-refundable

Breakfast Included

20% OFF$202.23

$161.78

Includes taxes & fees

1/4

Annex

Featuring free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room features air conditioning and a TV. The unit has 1 bed.

20 sqm

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerBathrobeRadio

Room Option

Board / Meal

Price for 1 night

Annex

Non-refundable

Breakfast Included

20% OFF$261.25

$209

Includes taxes & fees

1/4

Annex Mobility

The spacious double room offers air conditioning, as well as a private bathroom featuring a hairdryer. The unit offers 1 bed.

27 sqm

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerBathrobeRadio

Room Option

Board / Meal

Price for 1 night

Annex Mobility

Non-refundable

Breakfast Included

20% OFF$261.25

$209

Includes taxes & fees

Guest Reviews

8.6

Excellent1978 verified reviews

AI Summary

Guests highly rate the great location and frequently praise the friendly staff.

Select topics to read reviews

Elke

Verified booking

family_with_children

Standard Room

Stayed in May 4, 2026

"Excellent"

Excellent

8.0

Appartment 56 everything was perfect. Breakfast was good, we had it every morning opposite the breakfast room, on our own veranda serounded by palms and greenery.

All good!

Helpful?

Luca

Verified booking

couple

Standard Room

Stayed in May 3, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Amy

Verified booking

couple

Standard Room

Stayed in May 3, 2026

"Very Good"

Very Good

7.0

Helpful?

Jean

Verified booking

solo_traveller

Standard Room

Stayed in May 2, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Adrien

Verified booking

solo_traveller

Standard Room

Stayed in May 2, 2026

"Bien mais cher pour la qualité de la chambre proposée"

Very Good

7.0

Le style de l hôtel avec ces petits bungalows entourés de végétation. Le bar central avec de bons serveurs. La chambre propre. Bon petit déjeuner. Parking flexible. 3 piscines dont 1 bien ensoleillée. Bonne situation générale.

Pas beaucoup de lumière dans la chambre. Un vis a vis important avec les autres bungalows du au nombre de chambres.

Helpful?

Philip

Verified booking

couple

Standard Room

Stayed in May 1, 2026

"Excellent"

Excellent

8.0

Helpful?

Tibor Ervin

Verified booking

family_with_children

Standard Room

Stayed in Apr 30, 2026

"Es war sehr schön. Wir kommen noch bestimmt."

Exceptional

10.0

Der Garten, der Frühstück.

Helpful?

vinciane

Verified booking

couple

Standard Room

Stayed in Apr 30, 2026

"Super séjour, lieu magnifique"

Exceptional

10.0

Accueil, gentillesse, propreté

Rien

Helpful?

Lindsey

Verified booking

couple

Standard Room

Stayed in Apr 30, 2026

"Good"

Good

6.0

Helpful?

Pete

Verified booking

couple

Standard Room

Stayed in Apr 29, 2026

"We loved it and are already planning our next trip to Key West!"

Exceptional

10.0

Breakfast was awesome. The location was perfect. We could walk to everything we wanted to do. Our room was lovely.

The pool next to our room needed to be cleaned.

Helpful?

7 8

10 10

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Settings

Winslow's Bungalows - Key West Historic Inns

About the Property

Facilities & Amenities

Important Information

Check-in & Out

Property Notes

Check Room Availability

Available Rooms

Double Room

Amenities

Annex

Amenities

Annex Mobility

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Excellent"

"Exceptional"

"Very Good"

"Exceptional"

"Bien mais cher pour la qualité de la chambre proposée"

"Excellent"

"Es war sehr schön. Wir kommen noch bestimmt."

"Super séjour, lieu magnifique"

"Good"

"We loved it and are already planning our next trip to Key West!"